title: New active paclitaxel glucuronide derivative with improved water solubility.
abstract: Poor solubility of paclitaxel constitutes an important limitation to its administration to cancer patients. In order to increase solubility, while preserving cytotoxicity, a new paclitaxel derivative substituted at the 2' position of the side chain was prepared. The first step consisted in the introduction of a glutaryl group at the 2' position by esterification of the free hydroxyl followed by an amidation with 6-amino hexanol previously attached to a glucuronide group. The new water soluble derivative was cytotoxic in vitro against an ovarian teratocarcinoma cell line.
authors.affiliation: Department of Biochemistry, Faculty of Medicine, Universite Laval, Ste-Foy, Quebec G1K 7P4, Canada.
authors.forename: R
authors.initials: R
authors.lastname: Paradis
authors.forename: M
authors.initials: M
authors.lastname: Page
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use; D005260:Female; D020719:Glucuronides / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use; D006801:Humans; D010051:Ovarian Neoplasms / Q000188:drug therapy; D017239:Paclitaxel / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000627:therapeutic use; D012995:Solubility; D013054:Spectrophotometry, Atomic; D043823:Taxoids; D018243:Teratocarcinoma / Q000188:drug therapy; D014407:Tumor Cells, Cultured / Q000187:drug effects
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D020719:Glucuronides; D043823:Taxoids; C420284:glutarylpaclitaxel 6-aminohexanol glucuronide; D017239:Paclitaxel